Vacation rentals with a pool in Okanagan-Similkameen

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Okanagan-Similkameen

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite

The living area is designed with a blue couch facing a round white coffee table. Two patterned armchairs complement the space, which is brightened by natural light from large windows. Two decorative lamps are positioned beside a wall adorned with framed botanical prints.

Condo in Kelowna

4.91 out of 5 average rating, 153 reviews

Fantastic Lakeside Resort Getaway!

Enjoy this bright 2-bed/2-bath condo in the heart of Kelowna. Sleeps 6 with a king, queen, and queen sofa-bed. Cook in a full kitchen, relax by the gas fireplace, stream Netflix on the large TV, or sip morning coffee on the balcony. A very walkable neighbourhood with nearby parks, beaches, wineries, breweries, shops, and restaurants. Free self check-in, secure parking, in-suite laundry, central heat/air, high-speed WiFi, and no cleaning fee! Big White Ski Resort less than an hour's drive away.

Top guest favourite

A multi-story condominium complex is presented against a backdrop of rolling mountains and a clear blue sky. The expansive view reveals Okanagan Lake shimmering in the distance, surrounded by vibrant trees showcasing autumn colors.

Condo in West Kelowna

4.97 out of 5 average rating, 133 reviews

West Kelowna Save$ w/5Nites Chk-In 1-8pm + Hot Tub

Your semi-rural area REQUIRES A VEHICLE! (There's lots to see and do!) BONUS...Your inside parking is *FREE!* Enjoy LAKE & MOUNTAIN VIEWS and *FREE* AMENITIES like.. *4-SEASON HOT TUB *OUTDOOR POOL *GYM *PUTTING GREEN *CHESS *BASKETBALL *TENNIS *BADMINTON *PICKLEBALL *PING PONG *BILLIARDS You'll be staying at Copper Sky Resort-style Condos located in the centre of the Okanagan Valley. A vehicle is a MUST so you can really enjoy the Okanagan! Your hosts, Robert & Sandi WELCOME YOU!

Top guest favourite

Cottage in Osoyoos

4.97 out of 5 average rating, 118 reviews

Relax in Luxury at the Cottages

This luxurious, rancher style home features an open concept living space in one of the most convenient locations at the cottages! Enjoy your stay in a comfortable, spacious home with a large living space and large bedrooms. Smart TVs in every room with premium cable & Netflix included! Huge private patio to relax on and a sunroom to enjoy. Two paddle boards included! Beach wagon, beach chairs, beach tent. Less than 1 minute walk to the pool & park, 3 minutes to the beach. Double garage included

Guest favourite

A scenic waterfront view is presented from a balcony featuring comfortable seating and a dining table. Trees with autumn foliage frame the serene lake, while mountains rise in the distance under a clear sky.

Condo in West Kelowna

4.85 out of 5 average rating, 106 reviews

3 Bdrm Wine Country Luxury Waterfront Condo

Stunning views, beautiful grounds, this waterfront condo located along the Westside Wine trail, walking distance to world-class wineries and minutes to all the amenities. 3 bedrooms 2 full baths and fully equipped kitchen. Comes with an underground parking stall and elevator or stair access from the parkade up to the unit! Outdoor pool, hot tub, and private beach. Oh, did we mention the gym, cardio machines, & weights. please note Pool and Hot tub open May long weekend to Thanksgiving weekend.

Guest favourite

A modern living area is displayed, featuring a flat-screen television mounted above a stylish linear electric fireplace. The large window provides a panoramic view of the surrounding landscape, showcasing the hills and water beyond. Natural light brightens the space, creating a welcoming ambiance.

Apartment in Westbank

4.91 out of 5 average rating, 129 reviews

Gorgeous Lake & Mountain views -

Our place is the ONLY one bedroom corner-unit with wrap-around balcony and amazing view on Airbnb, and you've found it! We overlook the clubhouse on the 3rd floor, so you will NOT have other units looking in on you, and the view is UNOBSTRUCTED! Extra large deck, with bbq, dining table and chairs, outdoor couch. The Clubhouse has 2 pools, gym,, pool table/ pingpong, tennis, badminton, pickleball, oversized chess, and putting green. Pools are typically open mid-May to end of Sept.

Guest favourite

A modern outdoor area features a solar-heated infinity pool surrounded by lounging chairs. A shaded seating area with comfortable furniture and elegant drapes is visible. Scenic views of the surrounding landscape are complemented by greenery in the background.

Guesthouse in Penticton

5 out of 5 average rating, 24 reviews

Wine with a View

We are delighted to share with you our little piece of heaven. Spectacular views of Okanagan Lake and rolling vineyards from your own balcony. Tastefully decorated with modern furniture, art work and luxurious bedding. Little extras include fireplace, king size bed, AC and plush robes. Shared outdoor solar heated infinity pool available seasonally. Located between Penticton and Naramata close to the KVR bike trail. Complimentary bottle of wine on arrival. Enjoy your "Wine with a View".

Guest favourite

A bright and inviting living space features a comfortable seating area with a sofa and side table, complemented by a round dining table with white chairs. Large windows allow light to fill the room, with a view of the surrounding landscape and a flat-screen TV mounted on the wall.

Condo in West Kelowna

4.9 out of 5 average rating, 113 reviews

Peony Paradise - Copper Sky 2 Bdr W. Kelowna Gem

Need a break from life? Relax with the whole family at the peaceful Peony Paradise with Okanagan lake views. Amenities packed for all the sport enthusiasts, a pool and hot tub for relaxation after a long day. Lounge on the private patio and enjoy the sunset while dinner is on the grill. Close proximity to grocery stores, West Kelowna's charming wineries (Mt. Boucherie, Mission Hill, Quail's Gate, Frind) and beautiful hikes. Copper Sky is destination resort you don't want to miss.

Top guest favourite

A spacious living and dining area features a light-colored sectional sofa draped with a warm throw. A large wooden dining table surrounded by white chairs and black accent chairs is complemented by woven pendant lights above. Bright natural light streams through double doors.

Home in Osoyoos

4.98 out of 5 average rating, 48 reviews

Oliver Oasis, Cab Franc: great swim spa & views!

New listing! Welcome to your home in the heart of Wine Country! Enjoy a dip in the heated 16-person swim spa, a short walk to nearby wineries and restaurants, or just taking in the breath-taking views! The home boasts: -completely renovated, with amazing outdoor patio overlooking vineyards -smart TVs in all 5 bedrooms -in-home gym to work off those wine calories -pool table for hanging with friends and family *Per regulations, this property is registered in BC

Top guest favourite

Home in Kelowna

4.95 out of 5 average rating, 102 reviews

Waterfront Oasis: Pool, Hot Tub, Pets Welcome

Charming Kelowna Retreat: Your Ideal Waterfront Escape! Experience this beautiful retreat featuring vaulted ceilings, a cozy fireplace, and serene willow-tree views. Enjoy a handcrafted hot tub, sparkling pool, and strolls to hidden beaches and the Mission Creek Greenway. With a chef’s kitchen, workspace, EV charger, and full family amenities, this oasis is perfect for families, couples, executives, and travel nurses seeking comfort and convenience. BL4094880

Guest favourite

A cozy living area features large windows allowing natural light to illuminate the space. Comfortable seating includes a dark sofa and two armchairs. A glass coffee table is centered on a woven area rug. A sliding door leads to a balcony with views of the outdoors.

Townhouse in Kelowna

4.93 out of 5 average rating, 233 reviews

Downtown Lakefront Condo: Pools, Hot Tubs & Steam

Can’t go wrong in DT Kelowna! Steps to beach, lake, park, dining, casino, shopping & events. Top notch amenities: Indoor/outdoor pools & hot tubs, fitness centre, tennis court, steam room, courtyard & boat access! Access to rent a boat slip possible. Very spacious! 1600sqft! Recently renovated. Gorgeous Kitchen! 55” Smart TVs. WIFI/Netflix/Prime, A/C, Washer/Dryer. This unit is ideal for 2-3 couples or families w/ children. BIZ License #: 4097897

Guest favourite

A cozy balcony area is depicted, featuring a comfortable seating arrangement around a fire table. In the background, the horizon reveals a colorful sunset over the water, with the reflections mirrored in the calm water's surface. Lush trees provide a serene setting.

Condo in Kelowna

4.92 out of 5 average rating, 431 reviews

Downtown Lakefront Condo - Amazing Views BN82776

Business License Valid Through 2025 Indoor and outdoor pools 2 bedroom (2nd bedroom converted from a den) 1 bathroom with standing shower Updated kitchen with stainless steel appliances and granite countertops 2 balconies facing east and west Wifi & Telus TV with Crave & HBO + Chromecast Laptop friendly working space with monitor Washer and dryer Coffee + Espresso Machine 1 underground parking space Central location in Kelowna's downtown waterfront

Top guest favourite

A well-maintained pool area is displayed, featuring clear blue water surrounded by a spacious deck. Lush greenery and flowering plants add color to the landscape, while a stunning view of the lake and distant mountains is visible in the background.

Home in West Kelowna

4.84 out of 5 average rating, 140 reviews

Sunny Mediterranean Influence

The perfect vacation home. Wineries, parks, beaches, views, pool, garden, grocery and liquor stores are all within a short walk or drive. Spacious layout and plenty of parking space. Property is just over an hour away from beautiful Big White Ski Hill in Kelowna and Apex Ski Hill in Penticton. And about 20 minutes away from Telemark Nordic Cross Country Skiing and Snowshoe trails right in West Kelowna. West Kelowna BL# - 8748